ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate

Base Information

• Chemical Name: ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate
• CAS No.: 307002-19-3
• Molecular Formula: C₃₇H₃₇N₃O₆
• Molecular Weight: 619.717

Synonyms:ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate

Chemical Property of ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate

Chemical Property:

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Technology Process of ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate

There total 8 articles about ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-benzyl-2,2-dimethoxyethylamine (54879-88-8) → ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate (307002-19-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / K₂CO₃ / diethyl ether; H₂O / 2 h

2: HCl; H₂O / acetonitrile / 12 h / 20 °C

3: D,L-proline / acetonitrile / 20 h / 20 °C

4: 90 percent / 48 h / 60 °C

5: TEA; diphenylphosphoryl azide / toluene / 1 h / 50 °C

6: toluene / 12 h / Heating

With hydrogenchloride; TEA; diphenylphosphoranyl azide; water; potassium carbonate; rac-Pro-OH; In diethyl ether; water; toluene; acetonitrile; 1: Substitution / 2: Hydrolysis / 3: Condensation / 4: Ring cleavage / 5: Yamada's modified Curtius reaction / 6: Esterification;

DOI:10.1002/1099-0690(200009)2000:17<3051::AID-EJOC3051>3.0.CO;2-3

Reference yield:

(2,2-Dimethoxy-ethyl)-[1-phenyl-meth-(Z)-ylidene]-amine (54879-74-2) → ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate (307002-19-3)

Guidance literature:

Multi-step reaction with 7 steps

1: NaBH₄ / methanol / 24 h / 20 °C

2: 97 percent / K₂CO₃ / diethyl ether; H₂O / 2 h

3: HCl; H₂O / acetonitrile / 12 h / 20 °C

4: D,L-proline / acetonitrile / 20 h / 20 °C

5: 90 percent / 48 h / 60 °C

6: TEA; diphenylphosphoryl azide / toluene / 1 h / 50 °C

7: toluene / 12 h / Heating

With hydrogenchloride; sodium tetrahydroborate; TEA; diphenylphosphoranyl azide; water; potassium carbonate; rac-Pro-OH; In methanol; diethyl ether; water; toluene; acetonitrile; 1: Reduction / 2: Substitution / 3: Hydrolysis / 4: Condensation / 5: Ring cleavage / 6: Yamada's modified Curtius reaction / 7: Esterification;

DOI:10.1002/1099-0690(200009)2000:17<3051::AID-EJOC3051>3.0.CO;2-3

Reference yield:

benzaldehyde (100-52-7) → ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate (307002-19-3)

Guidance literature:

Multi-step reaction with 8 steps

1: toluene / 12 h / 80 °C

2: NaBH₄ / methanol / 24 h / 20 °C

3: 97 percent / K₂CO₃ / diethyl ether; H₂O / 2 h

4: HCl; H₂O / acetonitrile / 12 h / 20 °C

5: D,L-proline / acetonitrile / 20 h / 20 °C

6: 90 percent / 48 h / 60 °C

7: TEA; diphenylphosphoryl azide / toluene / 1 h / 50 °C

8: toluene / 12 h / Heating

With hydrogenchloride; sodium tetrahydroborate; TEA; diphenylphosphoranyl azide; water; potassium carbonate; rac-Pro-OH; In methanol; diethyl ether; water; toluene; acetonitrile; 1: Condensation / 2: Reduction / 3: Substitution / 4: Hydrolysis / 5: Condensation / 6: Ring cleavage / 7: Yamada's modified Curtius reaction / 8: Esterification;

DOI:10.1002/1099-0690(200009)2000:17<3051::AID-EJOC3051>3.0.CO;2-3

upstream raw materials:

benzyl alcohol

N-benzyl-2,2-dimethoxyethylamine

(2,2-Dimethoxy-ethyl)-[1-phenyl-meth-(Z)-ylidene]-amine

benzaldehyde

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